CHEBI:27943 - harmalol

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ChEBI Name harmalol
ChEBI ID CHEBI:27943
Definition A harmala alkaloid in which the harman skeleton is hydroxy-substituted at C-7 and has been reduced across the 3,4 bond.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5622, CHEBI:24476
Supplier Information
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Formula C12H12N2O
Net Charge 0
Average Mass 200.23650
Monoisotopic Mass 200.09496
InChI InChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3
InChIKey RHVPEFQDYMMNSY-UHFFFAOYSA-N
SMILES CC1=NCCc2c1[nH]c1cc(O)ccc21
Metabolite of Species Details
Undaria pinnatifida (NCBI:txid74381) See: PubMed
Roles Classification
Biological Role(s): EC 1.4.3.4 (monoamine oxidase) inhibitor
An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing harmalol (CHEBI:27943) has parent hydride harman (CHEBI:5623)
harmalol (CHEBI:27943) has role algal metabolite (CHEBI:84735)
harmalol (CHEBI:27943) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
harmalol (CHEBI:27943) is a harmala alkaloid (CHEBI:61379)
IUPAC Name
1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indol-7-ol
Synonyms Sources
1-methyl-4,9-dihydro-3H-β-carbolin-7-ol IUPAC
Harmalol KEGG COMPOUND
Harmidol ChemIDplus
Harmolol ChemIDplus
Manual Xref Database
C06537 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
201180 Reaxys Registry Number Reaxys
525-57-5 CAS Registry Number KEGG COMPOUND
525-57-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24368411 PubMed citation Europe PMC
25749794 PubMed citation Europe PMC
Last Modified
25 February 2016